Alexis Bledel’s Complete Dating History

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THE RUNDOWNGilmore Girls star Alexis Bledel is publicly single and has kept her love life mostly private, with few confirmed relationships over the years.She's dated some of her co-stars, including Milo Ventimiglia and Jared Padalecki.Her longest confirmed relationship was with actor Vincent Kartheiser.Alexis Bledel has long been known for her on-screen roles, from Rory Gilmore in Gilmore Girls to Emily Malek in The Handmaid’s Tale. Beyond her career, Bledel is publicly single and has kept her personal life mostly private, leaving fans intrigued about who she’s dated over the years. Her romantic timeline includes a few Hollywood heartthrobs, such as her co-stars Jared Padalecki and Milo Ventimiglia. Her most notable relationship to date was with Mad Men star Vincent Kartheiser, with whom she shared a decade-long partnership.Ahead, we break down everything we know about Bledel’s dating history.Skip SectionJump toJared Padalecki Chris HeuislerMilo VentimigliaJohn PaulVincent Kartheiser Jared PadaleckiRay Mickshaw//Getty ImagesBledel briefly dated her Gilmore Girls co-star Jared Padalecki, who played her on-screen love interest, Dean Forester. In a 2021 interview with Glamour, Padalecki confirmed that they had a fling while filming season 1, which aired from October 2000 to May 2001.“When Alexis and I met, we were both 17 years old and were both Texans and kind of in this new, strange city, and I was like, ‘Hey, want to go out to dinner?’” he told the magazine. “I don’t know if we tried to keep it a secret. I wish it was scandalous or something! I think it was more kind of silly. We were two 17-year-old kids who were like, ‘Hey, you want to go bowling?’ It wasn’t anything super juicy.’Chris HeuislerJesse Grant//Getty ImagesIn 2016, Gilmore Girls casting director Mara Casey told Life & Style that Bledel had a short-lived romance with another co-star in 2002. She said Bledel “dated a young New York actor named Chris Heuisler, who played a guest role.” She added that the actor was a “real sweet kid.” Heuisler made a small appearance in season 2 as a Stars Hollow High School basketball player.Milo VentimigliaJason Merritt//Getty ImagesBledel dated Milo Ventimiglia after they met while filming Gilmore Girls season 2. They started their romance sometime around late 2002 or early 2003. They kept their relationship under the radar, but Bledel gave fans a glimpse of it in a 2005 interview with People. When asked if she and Ventimiglia plan on getting married, she responded, “I think everybody who has been dating for more than a couple of years probably talks about it at some point. It’s a fun thing for us to talk about, but that’s it—it’s down the road.”The two ended up splitting in 2006. Ventimiglia’s rep confirmed the breakup in July of that year, telling People, “He is currently single.”However, they seemed to remain on good terms. In 2014, during an appearance at the Wizard World St. Louis comic-con event, Ventimiglia reflected on filming one of his favorite Gilmore Girls scenes with Bledel—a moment from season 2, episode 19, titled “Teach Me Tonight.”“It was the episode we get into a car crash. I remember sitting in that car with Alexis—we were just having so much fun,” Ventimiglia, who also starred in NBC’s Heroes, said during a panel. “We were just sitting around, laughing, cracking jokes, having fun. But also, the scene itself was a really, really, really, really well-written scene.”They also reunited in the 2016 reboot, Gilmore Girls: A Year in the Life. The following year, Ventimiglia congratulated Bledel on winning an Emmy for Outstanding Guest Actress in a Drama Series for her role in The Handmaid's Tale. “I’m very happy for her,” he told Bravo’s The Daily Dish. He added that “she’s always been a great actor,” and she’s been in the business long enough “for her to be recognized.”John PaulPer Distractify, Bledel had a brief fling with John Paul, a British model, in 2010. According to the outlet, they were spotted at a Kate Spade fragrance event in New York City. But their romance seemed to end shortly after.Vincent KartheiserSteve Granitz//Getty ImagesBledel and Vincent Kartheiser met when she was a guest star on Mad Men’s fifth season. Their characters had an affair on-screen, but offscreen, a more wholesome romance unfolded—which Us Weekly confirmed in June 2012.In a 2014 interview with Vulture, Kartheiser said they didn’t start dating until they finished wrapping the season. “We were completely professional,” he said. “We never saw each other out. We never—it was nothing, it was just work.”They got engaged in March 2013, a couple of months after their red carpet appearance at the Screen Actors Guild Awards, and married in Ojai, California, the following year. “It was a small and intimate family affair," a source told Us Weekly at the time. “They wanted something relaxed and beautiful. Ojai was the perfect place. His family flew out from the East Coast.”They kept their marriage low-profile and welcomed a son, whose name they haven’t shared, in 2015. But after a decade of being together, Kartheiser filed for divorce in 2022. A source told Us Weekly that their growing distance “certainly played a part” in their split.